Chemical substance record

Menadione

58-27-5C₁₁H₈O₂172.183 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A member of the class of 1,4-naphthoquinones that is 1,4-naphthoquinone which is substituted at position 2 by a methyl group. It is used as a nutritional supplement and for the treatment of hypoprothrombinemia. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	58-27-5	ChEBI ↗
Molecular formula	C₁₁H₈O₂	ChEBI ↗
Molar mass	172.183 g/mol	ChEBI ↗
Monoisotopic mass	172.05243 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:28869	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	172.18 g/mol	PubChem ↗
Exact mass	172.052429494 Da	PubChem ↗
Computed XLogP	2.2	PubChem ↗
Topological polar surface area (Å²)	34.1	PubChem ↗
H-bond donors	0	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	0	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

menadione

IUPAC name

2-methylnaphthalene-1,4-dione

InChIKey

MJVAVZPDRWSRRC-UHFFFAOYSA-N

SMILES

CC1=CC(=O)c2ccccc2C1=O

InChI

InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3

Names & synonyms

2-methylnaphthalene-1,4-dioneAquakayAquinoneHemodalKappaxin

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

1,4-naphthoquinonesChEBI parent class · 132142 ↗vitamin KChEBI parent class · 28384 ↗

ketone organic molecular entity

Roles recorded in ChEBI

EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitorantineoplastic agentangiogenesis inhibitornutraceuticalhuman urinary metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00580777 mol

Uses 172.183 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 11 atoms

76.73%

O

Oxygen · 2 atoms

18.58%

H

Hydrogen · 8 atoms

4.68%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Crystal structure of human quinone reductase type 2, a metalloflavoprotein. ↗Biochemistry · 1999 Aug 3 · PMID 10433694

Vitamin K deficiency during the perinatal and infantile period. ↗Seminars in thrombosis and hemostasis · 2001 · PMID 11372776

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:28869

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 4055 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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